32229-36-0Relevant academic research and scientific papers
Diastereo- And Atroposelective Synthesis of Bridged Biaryls Bearing an Eight-Membered Lactone through an Organocatalytic Cascade
Lu, Shenci,Ong, Jun-Yang,Yang, Hui,Poh, Si Bei,Liew, Xi,Seow, Chwee San Deborah,Wong, Ming Wah,Zhao, Yu
supporting information, p. 17062 - 17067 (2019/11/03)
We present herein an unprecedented stereoselective synthesis of bridged biaryls with defined axial and central chirality from readily available starting materials. This N-heterocyclic carbene-catalyzed method proceeds through propargylic substitution of azolium enolates followed by two-directional cyclization, as supported by DFT calculation. A range of benzofuran/indole-derived bridged biaryls bearing an eight-membered lactone are accessed with uniformly high stereoselectivity (>98:2 dr, mostly >98% ee).
